Holiday Cottages by a Beach on the Isle of Wight

A trip to the Isle of Wight wouldn't be complete without visiting the beach. So why not go one better? For a real seaside break, why not stay in a beach holiday cottage. Pick a holiday cottage with spectacular sea views, or choose somewhere just steps away from the seashore. Dip your toes in the cool water and breathe in a healthy dose of sea air; a holiday in the Isle of Wight has never felt so good. Read more

Browse our selection of luxury holiday cottages near the beach and get ready to enjoy the holiday of a lifetime on the Isle of Wight. Our extensive range includes everything from one-bed retreats to big family-friendly holiday cottages with room for all the family and some friends too. Spend a couple of weeks this summer in a luxury beach cottage and watch as your children play in the sand. Then, book in a winter break with an open fire and get ready for cosy evenings in listening to the waves on the shore. 

Cottages Near the Beach on the Isle of Wight

Solo escape or mass group gathering, cottages near the beach provide a stunning and atmospheric choice. Browse through our collection of 152 available cottages and find the right one for you. All of our self-catering cottages are personally and regularly inspected. Each is also fully-equipped, including a full inventory with everything from your bed linens, to your morning coffee pot to the last teaspoon provided. 

If you've got a four-legged member of the family, it's good news. Many of our cottages are dog-friendly, so pick a holiday outside of the doggy beach ban and let your canine companion enjoy days on the beach too. 

At Classic Cottages, we want your whole experience to be as smooth and easy as possible. If you have any questions, don't hesitate to get in touch

Isle of Wight Ferry Booking With 200 ferries daily, our hassle free booking service makes your trip to the island plain sailing

We have 152 self-catering cottages by a beach on the Isle of Wight

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £867

4 bedroom self catering cottage with sea views in Seaview, Isle of Wight


Tides Reach is a wonderful, newly modernised family house along the Seaview Duver just a short walk into Seaview Village and the Yacht Club. Tides Reach has a stylish open plan sit...

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £867

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £1200

4 bedroom self catering cottage with sea views in Seaview, Isle of Wight


A spectacular waterfront three-storey house situated on Seaview duver with uninterrupted sea views from the kitchen/dining-room and the first floor balcony. Just a few steps from y...

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £1200

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £1250

4 bedroom self catering cottage near the beach in St Helens, Isle of Wight


This absolutely stunning barn conversion is a little slice of luxury just outside the village of St Helens, only a short stroll to the St Helens Duver, sand dunes, beach and the Ba...

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £1250

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £1375

4 bedroom, rural self catering cottage near the beach in Yarmouth, Isle of Wight


This beautiful house is set in several acres of garden on the outskirts of Yarmouth, just a few minutes walk to the water’s edge, a truly stunning holiday destination. The property...

  • Sleeps 8 + 2 cots
  • Regret no pets
  • Changeover Sat

7 nights from £1375

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 9 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £646

5 bedroom self catering cottage near the beach in Ryde, Isle of Wight.


Middle Lodge is a beautiful 1860s, stone-built, Victorian holiday home set in a mature enclosed garden on the edge of Ryde on the near-east side of the Island. It would be ideal f...

  • Sleeps 9 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £646

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  • 10% off

    16 Feb 2019 - 23 Feb 2019

    £718.06 £646.25

  • Sleeps 9 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £660

5 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.


6 Seafield Terrace is a charming, spacious terraced cottage set in the pretty village of Seaview. It would ideally suit a large family, several couples or a group of friends travel...

  • Sleeps 9 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £660

  • Sleeps 9 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £810

4 bedroom, dog friendly holiday cottage near the beach in Seaview, Isle of Wight.


2 Little Cedars is a sleek and modern property, with a light and clean finish throughout. Split over three floors, and stylishly decorated with luxury furnishings, this delightful ...

  • Sleeps 9 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £810

  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £860

5 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight


This is a three-storey house right in the heart of Bembridge village, just opposite the picturesque village church and a few minutes' walk from the shops and restaurants. The prope...

  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £860

  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1302

4 bedroom, dog friendly holiday cottage near the beach in East Cowes, Isle of Wight.


This impressive 150 year old Farmhouse sleeps nine and is the perfect location for a fabulous family gathering of all ages. In the breathtaking location of Barton Manor Estate, adj...

  • Sleeps 9 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1302

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £732

4 bedroom, dog friendly holiday cottage near the beach in Bembridge, Isle of Wight


Orchard House is a wonderful property for an extended family looking for a sprawling holiday home near the beach in Bembridge. The downstairs living areas are inviting - no doubt t...

  • Sleeps 10 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £732

Our guests rate us 4.8/5 on Feefo, the independent review site.

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